TBPN

FULL INTERVIEW: Why I Spent $70M to buy AI.com

17 min
Feb 11, 20262 months ago
Listen to Episode
Summary

Chris, the founder who bought AI.com for $70M, discusses his vision for building a consumer AI assistant that acts as a personal chief of staff. He shares the story behind purchasing the domain, running a Super Bowl ad, and launching the product with 300,000 signups on day one.

Insights
  • Premium domain acquisition can be a strategic moat for consumer AI products, with AI.com generating immediate brand recognition and trust
  • Consumer AI adoption requires solving technical complexity and security concerns to move beyond early adopters to mass market
  • The timing of AI product launches is critical - waiting for model improvements like Claude 3.5 can make the difference between success and failure
  • Building emotional connections with AI products through gamification is essential for user retention and engagement
  • Open source AI systems offer unique integration possibilities that closed platforms may restrict due to competitive dynamics
Trends
Premium domain names becoming strategic assets for AI companies seeking consumer market differentiationConsumer AI products shifting from chat interfaces to proactive assistant capabilitiesOpen source AI models enabling more permissionless integrations across platformsAI companies focusing on data security and privacy as key differentiators for consumer adoptionSuper Bowl advertising becoming a viable channel for tech companies to reach mainstream consumersAI product development requiring longer iteration cycles to achieve consumer-ready user experienceFoundation model training becoming optional for AI companies focused on application layerConsumer AI requiring gamification strategies to drive initial engagement and value demonstration
Companies
Crypto.com
Chris's previous company that bought crypto.com domain for $12M and sponsors the Lakers arena
OpenAI
Mentioned as creator of ChatGPT and potential competitor in consumer AI space
Google
Referenced for Gemini AI product and as login provider for AI.com platform
Meta
Discussed as platform owner that controls WhatsApp integration access for AI agents
Apple
Mentioned as having made AI splash but lacking stickiness in consumer market
Anthropic
Referenced for Claude 3.5 model improvements that enabled better AI product performance
IBM
Hypothetical example of company that could have bought AI.com domain years earlier
People
Chris
Main guest who bought AI.com for $70M and is building consumer AI assistant product
Quotes
"We believe that you have 4 billion people having personal assistants that should play the role of kind of a chief of staff for your entire life with great context, being proactive, getting things done for you rather than just chatting."
ChrisEarly in interview
"I bought the domain in April. The deal closed and we got the domain successfully. So I'm like, okay, we need to launch this and it deserves a global stage. And in May, we were one of the first companies to actually by the spot."
ChrisMid interview
"Right after we closed the deal, I got approached from the other side offering 500 million plus. I think I could have pushed it to a billion if I wanted to, but I didn't want to. So I think you guys need to understand I am pot committed."
ChrisLate in interview
"Our users don't really care about which model runs in the background as long as the job gets done and their data is safe."
ChrisNear end of interview
Full Transcript
3 Speakers
Speaker A

Chris, good to meet you.

0:00

Speaker B

What's happening?

0:00

Speaker C

Nice to meet you guys. How are you? Thanks.

0:02

Speaker A

I love the background. The logo is looking great.

0:04

Speaker B

Is that real or is that AI?

0:07

Speaker C

It's totally made up.

0:09

Speaker B

Well, I was like, it feels, feels pretty quick to have, you know, the actual design manufacturing.

0:12

Speaker A

It takes time. Well, take us through the thesis for AI dot com.

0:18

Speaker B

Yeah, wait, before we, yeah, before we get into the super bowl, like, let's, let's maybe rewind to maybe. Probably a year ago, you see a domain on the market. I think they had been trying to sell it for a while, I imagine. And you came in as a buyer, but walk us through that whole journey.

0:20

Speaker C

Yeah, I bought another domain and the agent who was brokering this told me about AI.com being in a process of being sold, if you will. So I immediately recognized the importance of it and just jumped on it, got on the phone the same day, got the deal done. We shook hands. There were some ups and downs through the process, but we managed to get this done.

0:40

Speaker B

You've had some good success buying iconic domains. What did you pay for crypto.com? have you ever disclosed that?

1:08

Speaker C

I don't think we ever did, but we paid $12 million. I would argue that that was a more difficult decision, if you will. We were a small company back then. $12 million was about a third of our capital and it was bang in the middle of the 2018 bear market. So people were discussing whether crypto is going to survive or not.

1:18

Speaker B

Yeah, the person selling it to you was like, probably like, this guy is an idiot. Of course, of course you ended up, ended up looking the Staples Center.

1:44

Speaker A

I drive by it all the time.

1:52

Speaker B

Okay, so yeah, you see this domain is on the market. Do you have any idea what you wanted to do with it at the time of acquisition? Or did you just think that, hey, this AI thing is probably pretty important. Maybe I should own AI.com?

1:55

Speaker C

We, we were building products ever since ChatGPT launched and playing with consumer facing side, but also internal tools. So constant experimentation. And the vision from day one was we want to build a consumer product. We believe that you have 4 billion people having personal assistants that should play the role of kind of a chief of staff for your entire life with great context, being proactive, getting things done for you rather than just chatting. So the vision didn't change from day one.

2:08

Speaker B

And then, yeah, I guess fast forward. How did you, how did you process before we get into the kind of super bowl and that whole strategy, how did you, how did you process Kind of the Open Claw launch. It sounds like you guys are integrating the. Are you building those patterns? Yeah, at least some of those patterns. Are you kind of forking the project? Talk about that.

2:50

Speaker C

So as we started building this product about mid-2025, it was never just. It just didn't click. It didn't have this. You couldn't pass the uncanny valley. And I think the pivotal moments where we started seeing these changes. Opus 4.5 release, it started working much, much better. And we obviously saw cloudbot going live and adding some elements of their architecture to it. I think it gets it done in terms of how it feels as a product. You just need to solve a whole litany of issues to make it consumer friendly. Like how do you set it up without being technical? The security issues around your data. Those are serious, serious issues when you want to bring something to the mass market. So I think we are combining everything that we've built over the last, say, eight months into something that we can roll out to the end users. And we are starting doing this tomorrow. Wow.

3:12

Speaker B

Tomorrow. Okay, before we get into the product and kind of more of the vision, let's fast forward again to the, to the super bowl specifically. How did that, how did that all come together? It felt like it was coming together quickly, but we know we ran a much, much smaller ad, we ran a regional ad. You do have to lock these things in ahead of time, but walk us through the process of kind of preparing and then experiencing the Super Bowl Sunday.

4:15

Speaker C

So I bought the domain in April. The deal closed and we got the domain successfully. So I'm like, okay, we need to launch this and it deserves a global stage. And in May, we were one of the first companies to actually by the spot.

4:45

Speaker A

Oh, no way.

5:02

Speaker B

Wow.

5:03

Speaker C

At that time we had just the domain and idea what do we want to do with it. But the product didn't exist. And you know, I, I know that we only have one shot to get this done correctly and I didn't want to release the product until I felt that it's there for the end user. These things need to be able to develop an emotional connection with the product in order for this to be sticky and retentive.

5:04

Speaker A

So.

5:38

Speaker C

I only made a decision that we actually going to pull the trigger on this a couple of weeks ago. That's why the ad felt like it was quickly put together. It was quickly put together.

5:40

Speaker B

Wait, so you bought, so you bought the super bowl spot?

5:53

Speaker A

Did you put it down, crypto.com if.

5:56

Speaker B

You wanted to, yeah. What was the idea? Like hey, if we don't run it for AI.com, we have the crypto.com ad ready. We'll just run that.

5:59

Speaker C

We have the crypto business, we have a prediction markets business. There's always some level of optionality, right? But this is the moment to run an AI ad, as you guys have seen. And timing is really important in life skill. Timing and luck, combination of these things.

6:08

Speaker A

It's a good reference.

6:28

Speaker B

Okay, so you put the ad together in effectively two weeks, and then you run it. And what happens then? Because I think you got the attention from buying the world's most expensive domain ever. Then you got the attention of like, hey, there's this new AI product I've never heard of with a crazy domain running a Super bowl ad should pay attention to it. And then you got a whole nother kind of amount of attention from people being like, wait, I just got an ad for AI.com and I landed on the website and it's not. And the website's down. So what kind of happened? Did you spent the 70 million on the domain, the 8 million on the spot, and then you didn't have enough to host it or what happened? I'm assuming a lot of people got through, but certainly a lot of people got stuck as well.

6:29

Speaker C

I think we are happy with the outcome. Okay, we had about 300,000 people signing up.

7:18

Speaker A

Wow.

7:23

Speaker B

Wow. Let's go. We get the gong. Can we get the gong? 300,000 signups.

7:24

Speaker A

There's been a lot of big numbers.

7:29

Speaker B

That's a big number for one day. For one day. But on a more serious note, how did you, how do you even prepare for that amount of traffic? Like, how do you. How do you. What was going on in the war room, guys?

7:31

Speaker C

You know, we've. We're on a platform that is used to spikes, right? And we've got a great DevOps team and we forgot all the stuff that you usually would expect, auto scaling and whatnot. So there were intermittent problems for some people, but largely it held up. So I think fundamentally it's the name and the fact that there is a certain element of curiosity there. And we designed it in a. It was a very simple call to action, go and sign up. So I think it worked. Yeah.

7:49

Speaker A

Talk to me about consumer AI. ChatGPT has broken through Gemini and Google. They've been leveraging, you know, the Google platform and the network to onboard consumers. Nano Banana was a big moment. Sora and the Meta Vibes, Apple sort of made a splash, but haven't been super sticky but where do you see the gap in breaking through with consumers in a new way or just doing what consumers already expect, but better, cheaper, faster? Like where is the consumer AI opportunity now that we're three years into the ChatGPT boom?

8:25

Speaker C

I think fundamentally you're able to actually get stuff done right now. So that's a big differentiating factor for the user experience. And we don't really know where this experiment is going to take us. Given how the domain is resonating with people, we can introduce social network elements to it. I think the fact that every single person on earth is going to have an assistant of this sort of unlock new type of interactions and make our lives just better through serendipity advice, staying on top of things and being proactive, really understanding us. So I'm pretty excited about the wandering aspect of it. We try to keep an open mind and not really be set on one thing. We now have 300,000 people waiting for us to give them the product. We're going to very quickly iterate on it. I'm a huge believer in moving quickly and listening to actual customers and we will see where the journey takes us. I take a very long term view. What can we do with this in 10 years? I think it worked in the crypto space and the opportunity here, the size is much, much bigger.

9:02

Speaker A

Yeah. So much of what happened in crypto was sort of permissionless, bankless. This open source, these networks, anyone can set up a nod. And part of this latest openclaw cloudbot hype cycle is driven by the fact you get a Mac Mini, it can talk to iMessage, it can talk to WhatsApp, it can talk to Telegram, it can go sort of wherever you go as a person. And that feels unique because maybe OpenAI can't go over to WhatsApp because Mark Zuckerberg doesn't want to let him. And so I'm wondering about how you're thinking about the trade off between certain things that are only possible with an open source AI system that is sort of acting as an imposter, as a human versus you're a company. If you want to integrate with WhatsApp, you might have to give Meta a call. So how do you think about delivering the vision of like a truly universal AI agent that can do things with the realities of the business community?

10:21

Speaker C

There are a lot of business and UX challenges here, so we'll have to resolve them one by one.

11:24

Speaker A

Sure.

11:30

Speaker C

And our view is we want to stand on the side of the consumer and help them make these Technical choices, make sure that their data is safe, make sure that they can do what they want to do without putting themselves at risk and solving these issues with access to data, with user experience, it cannot feel like a choreograph today. You need to be really technical to get value out of it. So there's plenty of work and it's difficult and that's part of the opportunity.

11:31

Speaker B

Yeah. One of the some unrequested feedback. For me, I had kind of heard that AI.com was potentially something like some type of leveraging some open claw technology. And then I got hit with the Google login and I was like, I don't have time to read through kind of the full terms of service privacy policy and really understand. So I would love to see, I mean maybe there's plans for it, but I'd love to see just like being able to create account an account on the platform to play around with it. Just because I was looking at my Gmail which my life is on my work email, which obviously, you know, has its own privacy concerns, all that stuff. What you said you're rolling out the product tomorrow. What's the first thing that you want people to do with it?

12:04

Speaker C

I think this is the big part of the product, figuring out how do you onboard people to it and get them to do a couple of things so that they can see value very quickly and connect with it. I think today it's pretty hard to get the feeling for what it can do without really connecting your email and calendar. We will see. I feel that there is going to be a lot of experimentation there and we will look for user feedback and truth in data, in numbers of what really works and what doesn't. To a certain degree you need to gamify it until such point where users are deep enough that it actually gives them the feeling of like wow, this is special, this is different. Yeah, yeah.

12:53

Speaker A

That gamification is so important. Like you see the Studio Ghibli moment where you know the Latest images in ChatGPT launches and you don't even have to think, you just have something in your camera roll and, and you're gonna type Studio Ghibli and you're gonna get the value prop and then a couple months later you're still gonna be going there for slide inspiration and stock photography and all the other things that you can do. But there's a killer app on day one that you come in and you get joy out of.

13:37

Speaker B

Did you ever talk to the Original owner of AI.com I heard he sat on it for 30 years. His initials, his first and last name. His first a last name starts with I. So he had bought the domain.

14:02

Speaker C

Wow.

14:14

Speaker B

I'm shocked that he held onto it for so long. You would think like IBM, wanna IBM in like 2010.

14:14

Speaker A

Oh, totally.

14:20

Speaker B

We'll give you a million.

14:21

Speaker C

Yeah.

14:22

Speaker A

But he held on.

14:23

Speaker C

Look, we spoke on the day when we closed the transaction because he had a, it was a little bit of a bidding war. He had a very serious bidder on the other side and it required connecting in order to get it done.

14:25

Speaker A

That's good.

14:40

Speaker B

Your deals.

14:41

Speaker C

And by the way, and by the way, right after we closed the deal, I got approached from the other side offering 500 million plus. Not for 500 million for the domain. I think I could have pushed it to a billion if I wanted to, but I didn't want to. So I think you guys need to understand I am pot committed. I love it.

14:42

Speaker A

I love it. You are committed.

15:09

Speaker B

I love that you're just thinking, you're viewing this like obviously you're taking it very seriously, but you're also taking the approach of like it's very early days in what will be a long journey for the project, but also the industry and you're just going to listen to your users and figure it out. But the conviction to turn down what would have been turning 70 million into 500 or a billion in 24 hours is admirable.

15:10

Speaker A

Will you train a foundation model?

15:37

Speaker C

I think I'm more focused on getting this to scale and getting the data flywheel going so that we can deliver for our users. Our users don't really care about which model runs in the background as long as the job gets done and their data is safe. But once you get to a certain scale, who knows?

15:43

Speaker A

Anything's on the table. I like it.

16:05

Speaker B

Well, I'm sure you'll be back on.

16:07

Speaker A

That's very exciting.

16:09

Speaker B

I'm excited to see this roll out and I'm signing up tomorrow.

16:09

Speaker A

I might be using a dummy Google account, but I will be signing up and testing this out. I'm excited. And then I'll slowly forward myself data from my real account to give you.

16:13

Speaker C

A little bit more, a little bit.

16:23

Speaker A

More to see what it can do. But I'm excited for the launch tomorrow and congratulations. I mean a fantastic career, but also this particular project. Really, really fun execution and a wonderful story. So thank you for coming.

16:24

Speaker B

Do you come, you're basically the mayor of, of Los angeles through the crypto.com arena. Do you, do you come through much?

16:38

Speaker A

You're a Lakers guy.

16:45

Speaker C

I've been in D.C. last week, and then I stopped over in Silicon Valley. I have never been to the arena.

16:47

Speaker B

Never been to the arena. Wow.

16:54

Speaker A

You gotta come sometime. Catch a game.

16:56

Speaker C

Maybe we should catch a game. Yeah.

16:59

Speaker A

They also do monster truck rallies there. Underrated crypto.com arena experience. Especially if you have kids.

17:01

Speaker B

This is a big, big monster truck guy.

17:07

Speaker A

I'm a big monster truck guy. I don't really follow basketball that much, but I will be watching Grave Digger live on the crypto.com arena. Anyway, thank you so much for taking the time.

17:08

Speaker C

Congrats on the last.

17:18

Speaker A

Have a great rest of your day. We'll talk to you soon.

17:18